5453-80-5

Basic information

• Product Name: 5-Norbornene-2-carboxaldehyde
• Synonyms: 2-Formyl-5-norbornene;5-Formylbicyclo-2-heptene;5-Formylbicyclohept-2-ene;5-Norbornane-2-carboxaldehyde;5-norbornene-2-carboxaldehyde,mixtureofendoandexo;Bicyclo[2.2.1]hept-5-en-2-aldehyde;TIMTEC-BB SBB005755;5-NORBORNENE-2-CARBALDEHYDE
• CAS NO: 5453-80-5
• Molecular Formula: C₈H₁₀O
• Molecular Weight: 122.16
• EINECS: 226-698-9
• Product Categories: Norbornene Derivatives
• Mol File: 5453-80-5.mol
• Article Data: 64

Chemical Properties

• Boiling Point: 67-70 °C12 mm Hg(lit.)
• Flash Point: 123 °F
• Appearance: White to yellow to beige/Powder
• Density: 1.03 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.819mmHg at 25°C
• Refractive Index: n20/D 1.490(lit.)
• Storage Temp.: Flammables area
• Water Solubility: insoluble
• BRN: 1363813
• CAS DataBase Reference: 5-Norbornene-2-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Norbornene-2-carboxaldehyde(5453-80-5)
• EPA Substance Registry System: 5-Norbornene-2-carboxaldehyde(5453-80-5)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 23-37/39-26-16
• RIDADR: UN 1989 3/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 5453-80-5(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to yellow liquid

Uses

Different sources of media describe the Uses of 5453-80-5 differently. You can refer to the following data:
1. 5-Norbornene-2-carboxaldehyde was used in transition metal-catalyzed synthesis of norbornene-derived homopolymers having pendent t-Boc-protected quinizarin moieties for patterned fluorescence images. It acts as Diels-Alder adduct of acrolein and cyclopentadiene. It can be used as protected form of acrolein, from which the double bond may be liberated by cycloreversion, e.g. in a useful synthesis of 2-vinylimidazole.
2. 5-Norbornene-2-carboxaldehyde was used in transition metal-catalyzed synthesis of norbornene-derived homopolymers having pendent t-Boc-protected quinizarin moieties for patterned fluorescence images.

InChI:InChI=1/C8H10O/c9-5-8-4-6-1-2-7(8)3-6/h1-2,5-8H,3-4H2

Upstream product

• 60-29-7 diethyl ether 
• 542-92-7 cyclopenta-1,3-diene 
• 107-02-8 acrolein 
• 19926-90-0 (+/-)-endo-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 120-74-1 5-carboxybicyclo<2.2.1>hept-2-ene 
• 769-85-7 methyl exo-5-norbornene-2-carboxylate 
• 934-30-5 exo-5-norbornene-2-carboxylic acid 
• 5453-80-5 bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 78-85-3 2-methylpropenal 
• 2890-96-2 5-norbornene-2-carbonitrile 
• 201230-82-2 carbon monoxide 
• 121-46-0 bicyclo[2.2.1]hepta-2,5-diene 
• 292638-85-8 acrylic acid methyl ester 
• 90086-80-9 bicyclo<2.2.1>hept-5-ene-2-carboxaldehyde oxime 

Downstream Products

• 38284-42-3 2-methyl-3-norborn-5-en-2-yl-acrylaldehyde 
• 69412-65-3 2-methyl-1-norborn-5-en-2-yl-pent-1-en-3-one 
• 22637-49-6 2,5-Methylen-1,2,5,6-tetrahydro-benzalacetophenon 
• 73188-52-0 (1R,2S,4R)-2-Phenylsulfanyl-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 80313-87-7 Bicyclo<2.2.1>hept-5-ene-2-phenylseleno-2-carboxaldehyde 
• 15222-64-7 3-(5-norbornen-2-yl)acrylic acid 
• 86658-90-4 1-Bicyclo[2.2.1]hept-5-en-2-yl-2-(diphenyl-phosphinoyl)-2,2-diethoxy-ethanol 
• 1218-65-1 bicyclo[2.2.1]hept-5-en-2-ylmethyl bicyclo[2.2.1]hept-5-ene-2-carboxylate 
• 95-12-5 5-hydroxymethyl-2-norbornene 
• 6881-76-1 syn-bicyclo<2.2.1>hept-5-ene-2-endo-carboxaldehyde oxime 
• 97325-87-6 5'-dimethylamino-1'-(4-nitrophenyl)-4',5'-dihydro-spirohept-2-ene<5.4'>-1',2',3'-triazole> 
• 22443-81-8 <2,5-Methylen-1,2,5,6-tetrahydro-benzaldehyd>-p-amino-benzoylhydrazon 
• 721446-70-4 2-styryl-bicyclo[2.2.1]hept-5-ene 
• 6707-12-6 2,2-di-hydroxymethylnorborn-5-ene 

Relevant articles and documents

Bis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis

Lewis acids are frequently employed in catalysis but they often suffer from high moisture sensitivity. In many reactions, catalysts are deactivated because of the problem that strong Lewis acids also bond to the products. In this research, hydrolytically stable bidentate Lewis acid catalysts derived from selenonium dicationic centers have been developed. The bis-selenonium catalysts are employed in the activation of imine and carbonyl groups in various transformations with good yields and selectivity. Lewis acidity of the bis-selenonium salts was found to be stronger than that of the monoselenonium systems, attributed to the synergistic effect of the two cationic selenonium centers. In addition, the bis-selenonium catalysts are not inhibited by strong bases or moisture.

NOVEL BENZOIMIDAZOLES AS SELECTIVE INHIBITORS OF INDOLEAMINE 2, 3-DIOXYGENASES

Disclosed herein are novel benzoimidazoles and pharmaceutical compositions comprising at least one such novel benzoimidazoles, processes for the preparation thereof, and the method for using the same in therapy. In particular, disclosed herein are certain novel benzoimidazoles that are useful for inhibiting indoleamine 2, 3-dioxygenase and for treating diseases or disorders mediated thereby.

Oxidative Dehomologation of Aldehydes with Oxygen as a Terminal Oxidant

A mild, efficient protocol for oxidative cleavage of C-C bonds in aldehydes has been developed that employs alkali metal hydrides as reagents and oxygen from air as a terminal oxidant. The method is applicable to a broad substrate range.